Top Tuscany Holidays

Take a break from sightseeing and head to the hills surrounding Lucca to sample the area’s excellent wines. Connect with a winemaker at a boutique winery for a relaxed private tour through the vineyards and cellar, with plenty of time to ask questions about the history and production of the local vintages. Then relax on the terrace overlooking the rolling countryside to sample the estate’s wines and olive oil while enjoying the view.

Pizza is an Italian staple, and different regions of Italy have their own styles for food lovers to enjoy. In this half-day small-group cooking class in Florence, learn to knead pizza dough from scratch, prepare authentic Italian gelato, and cook your creations in a local pizzeria. After the hands-on workshop, enjoy a meal paired with a selection of Chianti red wines.

Learn how to make pasta and tiramisu in a popular Siena restaurant. Enjoy a glass of Prosecco upon arrival, and a glass of wine with your meal.

Master the art of making fresh pasta just like Italian grandmothers did with this group cooking class. Your instructors guide you through every step, from preparing various pasta shapes to crafting delectable sauces. No need to bring anything, as all the necessary equipment and ingredients are provided. After cooking, savor your creations over fine Tuscan wine.

Guarantee your entry to Florence's famed Uffizi Gallery and save waiting time with a timed entry ticket. Explore at your own pace independently, or upgrade to see the Renaissance masterpieces with a guide. In a small group, see highlights including Botticelli’s "Birth of Venus" with added insights from an expert.

Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this trip from Siena to Montalcino. Travel first to a small winery to explore the vineyards and cellars and taste the famous Rosso and Brunello di Montalcino wine. Then, visit a family-run winery in Montalcino, where you tour the grounds and sit down for a classic Tuscan meal with more wine. Visit the Abbey of Sant'Antimo before tasting even more wine at your third and final winery of the day.

Savor Florence's celebrated cuisine on an evening food tour featuring Florentine steak and Tuscan wine. Explore the vibrant districts of Oltrarno and Santo Spirito, making stops at five carefully selected foodie hotspots. With 14 delicious tastings—including tomato bruschetta, two paccheri pasta dishes, and a sit-down Tuscan dinner—this experience offers a flavorful escape from typical tourist traps.

Reaching Siena and San Gimignano from Florence by public transport requires separate connections to two different destinations—and coordinating a return journey from both in a single day takes planning that most visitors don't have time for. This full-day tour covers both UNESCO World Heritage-listed towns and offers free time in each to explore Piazza del Campo and San Gimignano's medieval towers independently.

Immerse yourself in the beauty of the Tuscan countryside and sample a range of local wines and delicacies on this group farm and winery visit. Enjoy a light lunch featuring homemade pasta, cantuccini, vinsanto, and grappa, with convenient hotel pickup from your accommodation. Upon arrival, meet your host, enjoy aperitivo snacks with a range of local wines, and then dig into plates of pasta and other Tuscan specialties.

The Uffizi Gallery is home to hundreds of Renaissance-era masterworks, including pieces from Michelangelo, Botticelli, and Caravaggio. Enjoy an intimate introduction to the iconic collection in a group of a maximum of fifteen people during this small-group guided tour, which includes fast-track admission tickets and audio headsets, so you can move freely without missing a word.

Immerse yourself in Tuscan cuisine on this foodie-focused cookery class and wine tour experience. Swap Florence's hustle and bustle for rolling hills and ancient olive trees, as you learn how to make pasta, sauces, and gelato. Then, try local flavors as you sample Chianti wine and cheese tasting at a nearby winery. Return home with new recipes, cooking techniques, and Italian wine recommendations.

Explore the Tuscan countryside during a full-day tour from Florence with horseback riding. Your guide provides a gentle horse and riding gear, then leads you through the vineyards, olive groves, and rolling hills of the Chianti region. Afterward, visit the medieval town of San Gimignano, and enjoy a typical Tuscan light lunch with a wine pairing. Option available to substitute a farm tour for the horseback ride if desired.

Learn the art of true Italian cuisine in the heart of Florence's historic center. Guided step by step by experienced chefs, you will learn how to prepare fresh homemade pasta and classic tiramisu. Enjoy a complete cultural and gastronomic experience while creating your own dishes, sipping great wine, and sharing an unforgettable meal in a historic restaurant—bringing home precious memories and new culinary skills.

Avoid spending hours on a tour bus and instead see Italy from behind the wheel of a retro Fiat 500 on this small-group, self-drive tour through Tuscany. Take a spin around the countryside—staying in touch with your guide via 2-way radio— and enjoy panoramic views of Florence and a stop at the Church of San Miniato al Monte. Your guide leads the way to a private terrace for a delicious Tuscan lunch before returning to Florence.

Experience the heart of Tuscany with ease on a guided tour from Florence to Siena, San Gimignano, and a charming Chianti winery for lunch. Enjoy the convenience of round-trip transportation as a knowledgeable tour leader showcases the region’s must-see sights. Begin in Siena, where you’ll explore the historical Piazza del Campo. Next, indulge in a delightful 3-course lunch and 6 local wines at a traditional winery, savoring the authentic flavors of Tuscany and stroll its vineyards. Finally, take in the stunning views of San Gimignano, renowned for its striking medieval towers and nickname, the "Medieval Manhattan."

Explore some of the most popular Tuscan hill towns on this day trip to Siena, San Gimignano, and Monteriggioni from Florence. Enjoy visiting each town independently while also having the round-trip transportation organized in advance. Learn about the famous region from the tour leader on board the bus, listening to informative commentary as you travel.

Try your hand at some of Italy’s best-loved dishes in this small group cooking class in Florence. Guided by a local chef, learn how to make tagliatelle, ravioli, and tiramisu from scratch. Nibble on appetizers during the workshop and finish by savoring your creations with a glass of wine. The morning session includes a visit to the city’s bustling Sant’Ambrogio food market to join your chef in sourcing ingredients for the day.

Embark on a delightful day trip through Tuscany's iconic Val d'Orcia, a UNESCO World Heritage Site. Visit Montalcino, home of Brunello wine, Pienza, famed for Pecorino cheese, and Montepulciano, celebrated for Nobile wine. Enjoy breathtaking views, rich culture, and mouthwatering food. Travel in comfort aboard a premium minivan with an English-speaking driver. Indulge in wine tastings, a superior lunch with a view (seasonal), and guided vineyard and cellar tours.

San Gimignano is surrounded by quiet countryside dotted with small wine estates. Visit one of these traditional farms and connect with local hosts on this tour and wine tasting experience. Take in the organic farm's garden, orchard, vineyard, olive grove, "vinsantaia" aging room, and cellar. Then enjoy a tasting of eight organic wines of your choice paired with the farm's own olive oil plus local cheeses and cold cuts and other culinary combinations.

If there's one thing better than exploring the beautiful city of Florence, it's exploring it while sampling its finest food and wine. This tour helps you discover the city's best trattorias without spending hours researching. Feast on cheese, wine, prosciutto, truffles, fresh pasta, a 4-course dinner, gelato, and cannoli. Learn about the city and its cuisine from your guide as you go, so you leave feeling like a gourmet expert.

Discover the best of Tuscany in this immersive tour. Enjoy a serene horseback ride through vineyards and olive groves, visit the medieval gem of San Gimignano, and explore the fascinating 1300 Museum. Indulge in a guided wine tasting paired with a Tuscan lunch at a local winery. This small-group tour is a perfect blend of history, scenery, and flavors.

Tick off several of Tuscany's most renowned locations during this full-day Vespa tour. Enjoy some photo stops in the vineyards and take a guided stroll through the picture-perfect village of San Gimignano, with free time to explore. The tour includes a typical Tuscan light lunch paired with a tasting of some local wines and olive oils.

Strike out from Lucca to explore the vineyard-covered hills without having to navigate the confusing country roads with this wine tour that includes pickup and all-day transportation. Stop for tours and tastings in two boutique cellars to meet the winemakers and sample their wines, served with local pecorino cheese, cold cuts, and other delicacies. Learn about the traditional techniques and modern innovations behind some of Tuscany’s top wines.